Vacation rentals with outdoor seating in Herolds Bay

4.99 out of 5 average rating, 156 reviews

A modern cliff-top home is shown with large windows offering unobstructed ocean views. A wooden deck facilitates access to the outdoor space, while cozy seating areas are positioned near the glass doors, providing a connection to the natural surroundings.

Home in George

Luxury in nature. Solar Powered. Endless sea views

Experience the ultimate coastal lifestyle in our luxury cliff-top home with stunning ocean views from every room. Our organic modern design features natural wood and designer soft furnishings. Dip in our heated pool or soak up the sun on the deck. Enjoy our yoga & chill deck or cook a meal in our designer kitchen. Complete with solar power system & set in a private nature reserve. Just 25 mins from George Airport, 15 mins from the Garden Route Mall and Wilderness. Come unwind in comfort & style.

A lifeguard tower stands on a sandy beach, overlooking the shoreline. In the background, gentle hills rise, partially shrouded in mist. The scene conveys a sense of tranquility and openness, with the vast beach stretching into the distance under a clear sky.

4.87 out of 5 average rating, 162 reviews

The Beach House - George , Garden Route, Glentana

We are situated on the front row on the Blue Flag Glentana Beach with amazing views of the bay all the way to Mossel Bay. We are 10 minutes from the George Airport and in the heart of the Garden Route paradise. We are close to George golf club, Oubaai and Fancourt. Wilderness, Knysna, Plettenberg Bay and Oudsthoorn are all a day trip drive away. All 5 bedrooms are Sea Facing and all are en suite. Fully fitted chef's kitchen, indoor and outdoor entertainment areas, three BBQ areas. Very private.

4.96 out of 5 average rating, 112 reviews

A spacious balcony features a wooden deck, surrounded by greenery and ocean views. An outdoor dining table with black chairs is situated beside a comfortable sectional sofa. Large glass doors open into the villa, allowing for a seamless transition between indoor and outdoor spaces.

Villa in Wilderness

Ocean View Villa Wilderness

Ocean View Villa Wilderness is a Luxury Villa occupying a prime location at the top of the exclusive residential Constantia Drive in Wilderness. This modern and architectural house is well-designed with ample glass, allowing for light filled interiors offering the same panoramic ocean views as outdoors. Backed up by solar panels and lithium batteries thus not effected by load shedding. Part of the Constantia Kloof conservancy, relax to the sound of the birds as well as that of the ocean.

An inviting deck overlooks the ocean, featuring a heated pool and comfortable loungers. Glass railings provide unobstructed views of the coastline and surrounding landscape. The serene space offers a tranquil setting for relaxation and enjoyment of natural beauty.

4.98 out of 5 average rating, 201 reviews

Villa with sea & lagoon view, gym and heated pool

Overlooking the ocean and the lagoon, nestled in a bird conservancy against a forested hill and 5 minute drive from pristine beaches and the center of Wilderness, this stylish self-catering house offers spacious living and dining spaces, a deck with a heated pool, 3 bedrooms with en-suite bathrooms and private terraces with views on the sea and the forest. Amenities include a home gym, Pilates equipment, Weber braai, smart TV 75”, full DSTV, Play Station 4, fussball table, and uncapped Wi-Fi.

Home in Oubaai Golf Estate

The exterior of the house is showcased, featuring a modern design with large windows and a stone-clad façade. A spacious terrace overlooks the surrounding landscape, complemented by outdoor seating and a large umbrella for shade. Lush greenery surrounds the property, enhancing the tranquil setting.

4.78 out of 5 average rating, 116 reviews

PelserPlesier @Oubaai (Full Inverter)

Pure bliss. Thats's the feeling that will strike you at PelserPlesier. Been wanting to get away with the family for a while now? Been planning to get the boys together for nice weekend of golf? Been dreaming of unwinding with a good book and some of your favourite wine? Outeniqua mountains, Indian ocean, Oubaai golf course, everything you need around you! Stop making excuses. Life is short. We look forward to hosting you at PelserPlesier! Ps: We have a installed inverter system to cover LS!

4.97 out of 5 average rating, 116 reviews

A secluded outdoor area features two black Adirondack chairs positioned around a fire pit, surrounded by greenery. A stone pathway leads through the lush plants, creating a private retreat designed for relaxation.

Tiny home in Wilderness

Luxury Coastal Cabin, Wilderness

Cocoon Cabins- this one’s all about the sea views & hot tub! (ADULTS ONLY, NO KIDS) Enjoy this intimate glass-fronted 2-sleeper nano-cabin set between forest & sea. A considered cabin w/queen bed, compact yet functional kitchen & open-plan bathroom (no bathroom door). In addition find multiple outdoor areas 2 relax in complete privacy. From the outdoor shower to the secluded fire pit, you’ll find many magical touches. As for the views from bed & hot tub, you might never want to get out!

4.93 out of 5 average rating, 222 reviews

A bright and airy room features a minimalist design with white walls and a high ceiling. A decorative pendant light hangs above a simple daybed, complemented by soft textiles. Natural light filters through two tall windows, and a slender tree adds an organic touch to the space.

Apartment in Wilderness

Sky Light Apt 3

Nested beneath the beach dunes of the beautiful and secluded Wilderness beach, Sky Light offers a peaceful and stylish boutique experience. With a spacious room featuring a kitchenette, king size bed, bathroom and l-shaped couch, this sky-lit haven designed from the ground up for your enjoyment includes a plunge pool, five minute walk over the dune to the beach, close proximity to the Wilderness restaurants and Sedgfield Market, paragliding, canoeing and everything that Wilderness offers.

4.92 out of 5 average rating, 472 reviews

A freestanding bathtub is positioned in front of large diamond-shaped windows, allowing natural light to illuminate the space. Light-colored curtains frame the windows, and a wooden vanity adorned with potted plants sits nearby, contributing to a serene and inviting atmosphere.

Tiny home in Wilderness

Magic Garden Cabin, Wilderness Heights

Surrounded by the magic Outeniqua mountains and fynbos, we welcome you to our little slice of wilderness bliss! Our dream for the land is to create a sustainable home and restore this stunning piece of African earth, to live simply and respect nature. We are in the process of rehabilitating our land. We wish to share this wonderful place, its STUNNING views & gardens with like-minded people & travellers and encourage you to explore the beauty that surrounds us here in the Garden Route.

Home in Ballots Heights, George

An expansive wooden deck extends from the modern house, offering panoramic views of the ocean. Comfortable wooden loungers are positioned for relaxation, while large glass doors connect the indoor living space to the deck, enhancing the seamless blend of ocean and home.

4.99 out of 5 average rating, 162 reviews

Stunning location! Heated Pool, Nature, Clifftop!

Inverter/Battery backup power supply. 4.4m x 2.4m heated pool. The house is set in a dramatic location perched 60m above the ocean, with endless ocean views. Set in a 94 hectare private , safe reserve, walks and hikes from the front door, come and experience nature in luxury. Whales/Dolphins/wildlife/ stars! 24 hour security 15 minutes to George Mall, 20km from George Airport. The house has 180 degree views over the Ocean, with fresh clean air and the sound of the ocean below.

4.99 out of 5 average rating, 135 reviews

A cozy nook is presented with a large, soft, beanbag chair and a round dining table surrounded by chairs. Windows envelop the space, offering views of lush, tropical foliage outside, creating a serene indoor atmosphere.

Cabin in Victoria Bay

River House - Luxury Cabin -Private Beach access

The River House: flawless design in Ballots Bay's untouched nature reserve. Embrace South African wildlife on amazing hikes, indulge in superb fishing. Immerse in forests, river ripples, crashing waves. Awaken senses, find tranquility, ignite adventure. Nature and luxury converge in this extraordinary retreat. E.M. Forster once said, 'What is the good of your stars and trees, your sunrise and the wind, if they do not enter into our daily lives? Let the River House be your gateway.

4.99 out of 5 average rating, 117 reviews

A wooden lodge nestled among lush greenery, showcasing a combination of textured wood and natural foliage. Large windows allow natural light to fill the interior, while vibrant flowers add color to the surroundings, creating a serene and tranquil environment.

Cabin in Wilderness

Lodge in the heart of the Wilderness Forest

Rustic charm in the heart of the Wilderness - 3km from Wilderness Central. A cozy forest Lodge which sleeps 2, 4 or 6 guests. This beautiful wooden lodge nestled amongst the treetops is peaceful & private. Cozy living spaces with small open plan equipped kitchen and private deck with view of the ocean and forest. Good quality linen, bath towels and soaps are included as well as high-speed Wifi. Communal rock pool and bbq area on the property.

4.97 out of 5 average rating, 137 reviews

Cabin in Ballots Bay

Cliff Top Houses no 8 - Endless sea & forest views

Cliff Top Houses are situated in a protected nature reserve perched high on the cliffs and surrounded by forest, fynbos and ocean. These secret hideaways are for those seeking peace, tranquility and that special magic. “The Bee’s Knees” is our spectacular newest secret escape sleeping 4 adults. Situated directly on the cliff edge, enjoy magnificent ocean views, waves crashing on the rocks below and whales so close you can touch them.

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Popular amenities for Herolds Bay outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A spacious deck is visible through large glass doors, showcasing two wooden chairs facing the breathtaking ocean view. The calm blue sky complements the serene landscape, inviting relaxation and enjoyment of the coastal scenery.

5 out of 5 average rating, 10 reviews

Southern Cross Oceanview Beach House

ChrisRating, 5 stars3 months ago

WOW, what an amazing house. We had the best 2 days staying at Linda's place. Extraordinary house with a tree growing in the lounge and super stylish all around. We were absolutely amazed by all the facilities and the most amazing views (we spotted dolphins from the balcony) and would return in a heartbeat. Communication with Linda was great from the get go and her recommendations where spot on. The beach is a stone throw away and we wished we could have stayed longer. Doubt you find a better accommodation in the area, with a fully kitted supermarket (and liquor store) a 5 minute drive away. We'll be back 100%. Thank you Linda for a beautiful stay!

A spacious balcony provides stunning views of the ocean and surrounding landscape. Comfortable seating arrangements with a light-colored wicker finish are complemented by a large umbrella, offering shade. The clear sky enhances the overall brightness of the outdoor space, inviting relaxation.

4.95 out of 5 average rating, 40 reviews

180 degree Luxury - Wilderness

YasmeenRating, 5 stars4 weeks ago

Beautiful place with the best views and all amenities. Location is great in close proximity to everything. Perfect place for a getaway!

5 out of 5 average rating, 24 reviews

Tides End On Beach 12-14 Guests 6 BR 6 BA Pool Gym

MartinRating, 5 stars2 months ago

What a wonderful stay! From the 1st communication the checkout, everything was wonderful. We had a family of 14 from 8 years old to 83. The house swallowed us up. Pictures on here don't quite do it justice. A beautiful house that flows from the kitchen to the lounge to the deck to that amazing view right on the beach. It was perfect for our large family get together. We all had enough space to be together but crucially enough to be apart as well. It was very well equipped to cater for all of us. The setting of the house is just fantastic right on the best beach in SA but still walking distance to all that Wilderness has to offer. Finally I have to mention Elzette. My Mother of 83 had a fall just before our trip so was not very mobile. Elzette sent us all the info we needed before the trip and even helped by picking up mobility equipment from George for our arrival. Above and beyond! Any issues were immediately attended to with kindness and efficiency. Highly recommend! Thanks

4.93 out of 5 average rating, 83 reviews

An outdoor living area is shown, featuring neatly arranged potted plants and a lush green lawn. The porch is shaded, providing a relaxing space. A light-colored seating arrangement is visible in the background, creating a welcoming environment for outdoor enjoyment.

Home in George

3 on Pine, Luxury Home (WiFi, DSTV & Parking incl)

ElsjeRating, 5 stars1 week ago

We had a lovely stay. The proximity to George cbd is great yet you stay in a peaceful neighborhood. Would definitely recommend to others.

4.9 out of 5 average rating, 221 reviews

A spacious living area features high, exposed wooden beams and large windows allowing natural light to fill the room. A comfortable seating arrangement invites relaxation, while a pool table stands ready for play. A modern fireplace is positioned against a neutral-colored wall.

Home in Sedgefield

Myoli’s View Pet Friendly Beach House

HemantRating, 5 stars1 month ago

We loved staying in Nadia’s place. It was spacious and very well located. The access to the beach was a bonus. The place had everything that one would need for a holiday. Highly recommended!

An outdoor patio is furnished with a large dining table surrounded by six wicker chairs. An umbrella provides shade, while expansive views of the ocean and coastline are visible in the background. The area is bathed in natural light under a clear blue sky.

4.9 out of 5 average rating, 52 reviews

View from the top

AnkeRating, 5 stars1 month ago

We loved staying here. Beautiful sea view and close to the beach with lots to do in the area. We look forward to staying here again. 5 stars!

The exterior of the house is showcased, framed by a cactus garden and various greenery. Large glass doors reflect the open layout, connecting the interior to the outdoor space. The clear blue sky complements the serene setting, highlighting the peaceful surroundings.

4.96 out of 5 average rating, 160 reviews

Beach House Getaway - A Dreamer’s Paradise.

MerentiaRating, 5 stars1 month ago

We enjoyed our stay and had a very relaxing time with family . We hope to visit again soon.

5 out of 5 average rating, 5 reviews

@Last Glentana Beach House

CharlRating, 5 stars3 months ago

Great location right on the beach. Lovely home with everything we needed as a family of 5 with children aged 4,7 and 12. Cynthia was very attentive and helpful and kept the place spotless. Highly recommend this one!

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Apartment rentals with outdoor seating

4.96 out of 5 average rating, 304 reviews

A cozy sleeping area is featured with a spacious bed adorned with neutral and green decorative pillows. The backdrop showcases a vibrant nature-inspired wallpaper, complemented by woven light fixtures. Shelving displays small decorative items, enhancing the room's serene atmosphere.

Apartment in Knysna

The Knysna Garden Apartment - No Loadshedding!

PrestonRating, 5 stars1 week ago

We had a wonderful stay at this lovely Airbnb! From the moment we walked in, it felt like home. The electric blankets and wall heater were a huge bonus, keeping us nice and toasty during our stay. The room itself was a perfect blend of charm and coziness. We thoroughly enjoyed our time here and would definitely recommend it to others. Thanks to the host for creating such a warm and welcoming space!

A cozy bedroom features a black metal bed frame with a neatly made bed adorned with two decorative pillows. A ceiling fan with an elegant light fixture is visible above. A wall shelf holds decorative items, and a framed landscape photo adorns the wall.

4.87 out of 5 average rating, 184 reviews

Trailblazer Lodge

AlmaRating, 5 stars2 weeks ago

June's place was lovely - very neat and clean with an excellent shower - shame there was no sink in the kitchen area to wash a cup after making tea. Bed very comfortable and it suited our needs well - would highly recommend June's apartment.

4.98 out of 5 average rating, 100 reviews

A charming entrance leads to a light-stone porch, featuring a dining table with four chairs. Greenery surrounds the space, enhancing the connection between indoor and outdoor areas. Sunlight illuminates the cottage, providing a welcoming atmosphere. The decoration includes plants cascading from the porch railing.

Apartment in George

No 8 on Wright Self catering Garden Cottage

ErikaRating, 5 stars1 week ago

We had a wonderful stay at this charming Airbnb cottage. It was beautifully private, offering the perfect space to unwind and relax. The cottage had everything we needed—well-equipped, thoughtfully set up, and comfortable.

4.87 out of 5 average rating, 143 reviews

The exterior of the guesthouse features a white stucco facade accented by arched windows and a distinctive entrance. Lush greenery surrounds the property, including palm trees and a variety of shrubs, contributing to a tranquil atmosphere.

Apartment in George

Little Fern Self Catering (2)

Amy-LouiseRating, 5 stars1 month ago

beautiful little stay for our garden route trip - perfect sunshine over the pool too!

The exterior of the house is showcased with a stone façade and decorative details, illuminated by soft outdoor lighting. A dining table with chairs is placed on a covered porch, surrounded by lush greenery and flower beds, creating a serene outdoor living space.

4.96 out of 5 average rating, 127 reviews

Lilla-Bett Self Catering Unit 2

EstherRating, 5 stars5 days ago

Great hosts and an even better place. Was tempted to cancel our booking elsewhere to stay here longer. It was perfect for our small family.

The living area showcases a modern open-plan design, featuring a large gray sofa and a dining table. Natural light fills the space through expansive sliding doors, leading to a welcoming entryway with a 'WELCOME' mat.

4.91 out of 5 average rating, 172 reviews

Tip Top Guesthouse

ThurstonRating, 5 stars5 days ago

We had a lovely stay. The apartment was beautiful and very spacious. The hosts were warm, friendly and very responsive

A modern two-story flat is depicted, featuring large glass windows and a spacious balcony. The surrounding landscape consists of low greenery and shrubs, blending with the natural environment. The upper level emphasizes clean lines and contemporary architecture, with a neutral color palette for the exterior.

5 out of 5 average rating, 147 reviews

Luxurious flat on multi award winning Golf Estate

JackieRating, 5 stars1 month ago

Jurie’s place was perfect for what we needed on our golf tour. His place was very clean and tidy and catered for all our needs. Jurie was very responsive to messages and check in was effortless. I would definitely recommend Jurie’s place and stay here again for sure!

4.94 out of 5 average rating, 126 reviews

A clear swimming pool is framed by a brick patio, surrounded by lush greenery and flowering plants. Comfortable seating areas are visible on the deck, offering a serene outdoor space that enhances the natural beauty of the setting.

Apartment in George

Camphersdrift - The Secret Garden Cottage

SamanthaRating, 5 stars1 month ago

Gorgeous, spotless & cosy! Very much appreciated the extra touches that made it feel like home. Zelda was very accommodating and helped us out in a bind, as well as suggested activities in the area when our plans had rot change due to inclement weather. The beds are super comfy and excellent quality linen, making a small apartment feel luxurious! thanks again Zelda for a wonderful stay

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Condo rentals with outdoor seating

4.96 out of 5 average rating, 90 reviews

A spacious bedroom features a large window providing stunning ocean views. Light-colored bedding with textured detailing is positioned on the bed, while a soft throw blanket is casually placed across it. A small outdoor patio is visible through the glass doors.

Condo in Mossel Bay

The View @ Protea Drive - Pinnacle Point Estate

AsandaRating, 5 stars2 weeks ago

Absolutely breathtaking! The place was beyond beautiful, with stunning views in every direction. It exceeded all my expectations. I would definitely recommend it to anyone looking for a peaceful and picturesque getaway. Thank you Kobus🙏

4.67 out of 5 average rating, 112 reviews

A sweeping view of the rugged coastline meets a lush green golf course, extending along the cliff's edge. The vast ocean glistens under a clear sky, while natural greenery and wildflowers frame the foreground, creating a serene landscape.

Condo in Mossel Bay

Golf Course Apartment

MarietjieRating, 5 stars1 month ago

Thank you for allowing us to stay in this beautiful unit. It is much bigger than expected. Clean and well equiped. Only downside was that the DSTV was not working. We had a lovely stay

4.91 out of 5 average rating, 11 reviews

A private outdoor deck area is adorned with a vase of vibrant orange flowers. Lush green plants are present, and light filters through the space, creating a serene atmosphere. A doorway leads into an interior space, enhancing the connection between indoor and outdoor living.

Condo in Knysna

Pincushion Cottage

DaveRating, 5 stars5 months ago

Pincushion Cottage was wonderful, and Greg and Lucille were great hosts. One of the beat Airbnb places that we have stayed!

4.86 out of 5 average rating, 49 reviews

A wooden terrace features a round table with two wicker chairs, accented by turquoise cushions. The setting includes a view of a lush garden with recliners and vibrant red loungers, creating an inviting outdoor space for relaxation.

Condo in Wilderness

Views Room at Lagoon-Cottage (NOT on the Beach)

CarolinRating, 5 stars8 months ago

Thank You for having us over. It felt Like Home and we really appreciated and followed the tips your husband gave us.

4.67 out of 5 average rating, 244 reviews

An expansive view of the coastline is captured, displaying the ocean's blue waters meeting the sky. In the foreground, a grassy area is bordered by a brick wall, and houses are visible along the shore, complemented by a winding road that hugs the coast.

Condo in Mossel Bay

1 Bed Studio apartment w/great view

LiandréRating, 5 stars2 months ago

We had a wonderful stay. Slept with the curtains open to see the sea view and all the lights.. enjoyed our stay

5 out of 5 average rating, 9 reviews

A row of charming cottages is nestled on a grassy slope, with pathways leading to each entrance. The landscape is complemented by a view of the water in the background, and a clear blue sky overhead enhances the vibrant outdoor setting.

Condo in Knysna

Blue Belle Lagoon Cottage

ChristoRating, 5 stars5 months ago

What a great stay!! Friendly and helpfull hosts

5 out of 5 average rating, 17 reviews

A comfortable bedroom is featured with a queen bed dressed in neutral linens and decorative pillows. Soft lighting from two bedside lamps creates a cozy ambiance. A plush ottoman and patterned rug add warmth, while large windows offer views of the surrounding greenery.

Condo in George

Spacious George unit- families, golfers & couples

ArnoldRating, 5 stars4 days ago

Second time booking here and felt right at home. Lauren met us at the gate and was full of energy and full of joy. We really felt welcomed. Felt sad to leave, wish we could have spent more time here. We wholeheartedly recommend this place for anyone looking to stay in George. Thank you again Lauren. You are amazing.